[(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[4-[(2S,11R)-11-acetyloxy-9-[(2S)-2-methylbutanoyl]-4-oxo-1,5,9-triazacyclotridec-2-yl]phenoxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl hexanoate

Details

• Internal ID: ad94a48f-ac10-414d-8c23-1437b87bc2c6
• Taxonomy: Lipids and lipid-like molecules > Saccharolipids
• IUPAC Name: [(2R,3S,4S,5R,6S)-6-[(2S,3R,4R,5R,6S)-2-[4-[(2S,11R)-11-acetyloxy-9-[(2S)-2-methylbutanoyl]-4-oxo-1,5,9-triazacyclotridec-2-yl]phenoxy]-4,5-dihydroxy-6-methyloxan-3-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl hexanoate
• SMILES (Canonical): CCCCCC(=O)OCC1C(C(C(C(O1)OC2C(C(C(OC2OC3=CC=C(C=C3)C4CC(=O)NCCCN(CC(CCN4)OC(=O)C)C(=O)C(C)CC)C)O)O)O)O)O
• SMILES (Isomeric): CCCCCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@@H](O1)O[C@@H]2[C@@H]([C@H]([C@@H](O[C@H]2OC3=CC=C(C=C3)[C@@H]4CC(=O)NCCCN(C[C@@H](CCN4)OC(=O)C)C(=O)[C@@H](C)CC)C)O)O)O)O)O
• InChI: InChI=1S/C41H65N3O15/c1-6-8-9-11-32(47)54-22-30-34(49)35(50)37(52)40(58-30)59-38-36(51)33(48)24(4)55-41(38)57-27-14-12-26(13-15-27)29-20-31(46)43-17-10-19-44(39(53)23(3)7-2)21-28(16-18-42-29)56-25(5)45/h12-15,23-24,28-30,33-38,40-42,48-52H,6-11,16-22H2,1-5H3,(H,43,46)/t23-,24-,28+,29-,30+,33-,34+,35-,36+,37+,38+,40-,41-/m0/s1
• InChI Key: ULEFRTDHQOKFJM-JSOUVQBPSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₄₁H₆₅N₃O₁₅
• Molecular Weight: 840.00 g/mol
• Exact Mass: 839.44156838 g/mol
• Topological Polar Surface Area (TPSA): 252.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): 0.59
• H-Bond Acceptor: 16
• H-Bond Donor: 7
• Rotatable Bonds: 14

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.5981	59.81%
Caco-2	-	0.8649	86.49%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.5296	52.96%
OATP2B1 inhibitior	-	0.8636	86.36%
OATP1B1 inhibitior	+	0.8339	83.39%
OATP1B3 inhibitior	+	0.9087	90.87%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8787	87.87%
BSEP inhibitior	+	0.9811	98.11%
P-glycoprotein inhibitior	+	0.7362	73.62%
P-glycoprotein substrate	+	0.7620	76.20%
CYP3A4 substrate	+	0.7248	72.48%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8377	83.77%
CYP3A4 inhibition	+	0.6199	61.99%
CYP2C9 inhibition	-	0.8694	86.94%
CYP2C19 inhibition	-	0.9039	90.39%
CYP2D6 inhibition	-	0.8156	81.56%
CYP1A2 inhibition	-	0.9343	93.43%
CYP2C8 inhibition	+	0.6748	67.48%
CYP inhibitory promiscuity	-	0.8909	89.09%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6339	63.39%
Eye corrosion	-	0.9890	98.90%
Eye irritation	-	0.9103	91.03%
Skin irritation	-	0.7940	79.40%
Skin corrosion	-	0.9407	94.07%
Ames mutagenesis	-	0.6454	64.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.7403	74.03%
Micronuclear	+	0.8200	82.00%
Hepatotoxicity	-	0.6375	63.75%
skin sensitisation	-	0.8924	89.24%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.8778	87.78%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	-	0.9409	94.09%
Acute Oral Toxicity (c)	III	0.6330	63.30%
Estrogen receptor binding	+	0.8602	86.02%
Androgen receptor binding	+	0.6302	63.02%
Thyroid receptor binding	+	0.5243	52.43%
Glucocorticoid receptor binding	+	0.7174	71.74%
Aromatase binding	+	0.5460	54.60%
PPAR gamma	+	0.7848	78.48%
Honey bee toxicity	-	0.7405	74.05%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5347	53.47%
Fish aquatic toxicity	+	0.8135	81.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	99.81%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.37%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.71%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	98.50%	97.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	97.87%	97.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	96.40%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	94.97%	89.00%
CHEMBL1951	P21397	Monoamine oxidase A	94.46%	91.49%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	93.67%	94.80%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	93.18%	100.00%
CHEMBL3359	P21462	Formyl peptide receptor 1	93.17%	93.56%
CHEMBL5255	O00206	Toll-like receptor 4	92.09%	92.50%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.20%	99.17%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.79%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.24%	99.23%
CHEMBL333	P08253	Matrix metalloproteinase-2	90.13%	96.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.96%	86.33%
CHEMBL5103	Q969S8	Histone deacetylase 10	88.30%	90.08%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.01%	100.00%
CHEMBL1744525	P43490	Nicotinamide phosphoribosyltransferase	86.74%	96.25%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	86.30%	98.33%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.44%	92.86%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	84.73%	94.33%
CHEMBL226	P30542	Adenosine A1 receptor	84.29%	95.93%
CHEMBL3714130	P46095	G-protein coupled receptor 6	83.05%	97.36%
CHEMBL255	P29275	Adenosine A2b receptor	82.77%	98.59%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.45%	90.71%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	82.39%	95.58%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.97%	93.00%
CHEMBL5028	O14672	ADAM10	81.19%	97.50%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	81.16%	83.57%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	80.57%	85.94%

Plants that contains it

• Meehania urticifolia

Cross-Links

• PubChem: 44605527
• LOTUS: LTS0142250
• wikiData: Q105275059